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    Technical details about MolPort-000-917-725, learn more about the structure, uses, toxicity, action, side effects and more

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    MolPort-000-917-725

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    2D Structure
    Also known as: 17321-77-6, Clomipramine hcl, Anafranil, 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-amine hydrochloride, Chlorimipramine hydrochloride, 3-chloroimipramine hydrochloride
    Molecular Formula
    C19H24Cl2N2
    Molecular Weight
    351.3  g/mol
    InChI Key
    WIMWMKZEIBHDTH-UHFFFAOYSA-N
    FDA UNII
    2LXW0L6GWJ
    A tricyclic antidepressant similar to IMIPRAMINE that selectively inhibits the uptake of serotonin in the brain. It is readily absorbed from the gastrointestinal tract and demethylated in the liver to form its primary active metabolite, desmethylclomipramine.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
    2.1.3 InChI Key
    WIMWMKZEIBHDTH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN(C)CCCN1C2=CC=CC=C2CCC3=C1C=C(C=C3)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    2LXW0L6GWJ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Anafranil

    2. Chlomipramine

    3. Chlorimipramine

    4. Clomipramine

    5. Clomipramine Maleate (1:1)

    6. Clomipramine Monohydrochloride

    7. Hydiphen

    8. Hydrochloride, Clomipramine

    9. Monohydrochloride, Clomipramine

    2.3.2 Depositor-Supplied Synonyms

    1. 17321-77-6

    2. Clomipramine Hcl

    3. Anafranil

    4. 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-amine Hydrochloride

    5. Chlorimipramine Hydrochloride

    6. 3-chloroimipramine Hydrochloride

    7. Chloroimipramine Monohydrochloride

    8. Clomipramine (hydrochloride)

    9. Clomipramine Monohydrochloride

    10. 2lxw0l6gwj

    11. Nsc-759323

    12. G 34586

    13. Mls000028511

    14. Chebi:3755

    15. G-34586

    16. 3-chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5h-dibenz(b,f)azepine Monohydrochloride

    17. 5h-dibenz(b,f)azepine-5-propanamine, 3-chloro-10,11-dihydro-n,n-dimethyl-, Monohydrochloride

    18. Anaphranil

    19. Smr000058295

    20. Anafranil (tn)

    21. 3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n-dimethylpropan-1-amine;hydrochloride

    22. (3-{5-chloro-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)dimethylamine Hydrochloride

    23. 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-aminium Chloride

    24. 5h-dibenz[b,f]azepine-5-propanamine, 3-chloro-10,11-dihydro-n,n-dimethyl-, Hydrochloride (1:1)

    25. Anafranil Hydrochloride

    26. Sr-01000003088

    27. Einecs 241-344-3

    28. Unii-2lxw0l6gwj

    29. Cas-17321-77-6

    30. Clomipramine, Hcl

    31. Prestwick_72

    32. Mfcd00069234

    33. Vr-776

    34. Cpd000058295

    35. I615

    36. Opera_id_368

    37. Clomipramine Hydrochloride [usan:usp:jan]

    38. Dsstox_cid_22633

    39. Dsstox_rid_80064

    40. Dsstox_gsid_42633

    41. Schembl41747

    42. Mls001074205

    43. Mls002222159

    44. Mls002548879

    45. Spectrum2300061

    46. Regid_for_cid_68539

    47. Chembl1200710

    48. Clomipramine-[d6] Hydrochloride

    49. Dtxsid3042633

    50. Clomipramine Hydrochloride- Bio-x

    51. Hms1568f20

    52. Pharmakon1600-02300061

    53. Amy40405

    54. Bcp28468

    55. Hy-b0457

    56. Tox21_301819

    57. Tox21_500307

    58. Ccg-39492

    59. Nsc759323

    60. S2541

    61. Anafranil Hydrochloride; Chloripramine

    62. Akos015895084

    63. Clomipramine Hydrochloride (anafranil)

    64. Ac-8082

    65. Clomipramine Hydrochloride (jp17/usp)

    66. Clomipramine Hydrochloride [mi]

    67. Ks-1044

    68. Lp00307

    69. Nc00678

    70. Nsc 759323

    71. (non-labelled)clomipramine-13c-d3 Hcl

    72. Clomipramine Hydrochloride [jan]

    73. Clomipramine Hydrochloride [usan]

    74. Ncgc00093756-01

    75. Ncgc00093756-02

    76. Ncgc00093756-03

    77. Ncgc00093756-04

    78. Ncgc00178275-01

    79. Ncgc00178275-02

    80. Ncgc00255897-01

    81. Ncgc00260992-01

    82. 5h-dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-, Monohydrochloride

    83. Bc164325

    84. Clomipramine Hydrochloride [mart.]

    85. Clomipramine Hydrochloride [vandf]

    86. Clomipramine Hydrochloride [usp-rs]

    87. Clomipramine Hydrochloride [who-dd]

    88. Eu-0100307

    89. Ft-0623989

    90. Sw196384-4

    91. C 7291

    92. Clomipramine Hydrochloride [green Book]

    93. Clomipramine Hydrochloride [orange Book]

    94. D00811

    95. Mls-0090819.0001

    96. Clomipramine Hydrochloride [ep Monograph]

    97. 321c776

    98. Clomipramine Hydrochloride [usp Monograph]

    99. Clomipramine Hydrochloride, >=98% (hplc), Powder

    100. Sr-01000003088-2

    101. Sr-01000003088-4

    102. Sr-01000003088-5

    103. Sr-01000003088-9

    104. Q27106187

    105. Clomipramine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    106. Clomipramine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    107. 3-chloro-10,11-dihydro-n,n-dimethyl-5h-dibenz(z)[b,f]azepine-5-propanamine Hydrochloride

    108. Clomipramine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    109. Clomipramine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    110. 3-(3-chloro-10,11-dihydro-5h-dibenzo[b,f]azepin-5-yl)-n,n-dimethylpropan-1-amine Hcl

    111. Clomipramine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    112. Clomipramine Hydrochloride, For Microbiological Assay, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 351.3 g/mol
    Molecular Formula C19H24Cl2N2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count4
    Exact Mass350.1316542 g/mol
    Monoisotopic Mass350.1316542 g/mol
    Topological Polar Surface Area6.5 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity346
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameAnafranil
    PubMed HealthClomipramine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelAnafranil (clomipramine hydrochloride) Capsules USP is an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Anafranil is available as capsules of 25, 50, and 75 mg for oral a...
    Active IngredientClomipramine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength75mg; 25mg; 50mg
    Market StatusPrescription
    CompanyMallinckrodt

    2 of 4  
    Drug NameClomipramine hydrochloride
    Drug LabelClomipramine hydrochloride capsules USP are an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Clomipramine hydrochloride is available as capsules of 25, 50 and 75 mg for oral...
    Active IngredientClomipramine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength75mg; 25mg; 50mg
    Market StatusPrescription
    CompanyTeva; Taro; Sandoz; Mylan

    3 of 4  
    Drug NameAnafranil
    PubMed HealthClomipramine (By mouth)
    Drug ClassesAntidepressant, Central Nervous System Agent
    Drug LabelAnafranil (clomipramine hydrochloride) Capsules USP is an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Anafranil is available as capsules of 25, 50, and 75 mg for oral a...
    Active IngredientClomipramine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength75mg; 25mg; 50mg
    Market StatusPrescription
    CompanyMallinckrodt

    4 of 4  
    Drug NameClomipramine hydrochloride
    Drug LabelClomipramine hydrochloride capsules USP are an antiobsessional drug that belongs to the class (dibenzazepine) of pharmacologic agents known as tricyclic antidepressants. Clomipramine hydrochloride is available as capsules of 25, 50 and 75 mg for oral...
    Active IngredientClomipramine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength75mg; 25mg; 50mg
    Market StatusPrescription
    CompanyTeva; Taro; Sandoz; Mylan

    4.2 Drug Indication

    As an aid in the treatment of separation related disorders in dogs manifested by destruction and inappropriate elimination (defecation and urination) and only in combination with behavioural modification techniques.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antidepressive Agents, Tricyclic

    Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)

    Selective Serotonin Reuptake Inhibitors

    Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Selective Serotonin Reuptake Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Tricyclic Antidepressant [EPC]
    5.3 ATC Code

    QN06AA04

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